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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496212Generated: October 25, 2026

Diethyl Ether → Oxirane, ((5-methyl-2-nitrophenoxy)methyl)-

https://huagongshe.com/reaction/496212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Nitro-m-cresolHCID 12788—
CatalystEpibromohydrinHCID 18430—
SolventDimethylformamideHCID 6228—
ProductOxirane, ((5-methyl-2-nitrophenoxy)methyl)-HCID 15303483%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-Methyl-2-nitrophenol (7.7 g, 50 mmol), potassium carbonate (13.8 g, 0.1 mmol) and epibromohydrine (8.25 mL, 0.1 mmol) was dissolved in DMF (100 mL) and stirred 2-3 h at 100° C. under an atmosphere of nitrogen. The mixture was diluted with ether (0.5L) and extracted with water until pH=7. The organic phase was evaporated and the residue was purified by flash-chromatography on silica (DCM) to give the sub-title compound as a yellow solid (8.65 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943188B2
Source datasetuspto-grants-2005_09
ORD IDord-fb52fea343044fd4b0211f5acc6755f7
Source noteuspto-grants-2005_09